An improved synthesis of piperazino-piperidine based CCR5 antagonists with flexible variation on pharmacophore sites
文献类型：期刊论文
| 作者 | Jiang, XH; Song, YL; Feng, DZ; Long, YQ |
| 刊名 | TETRAHEDRON
 |
| 出版日期 | 2005-01-31 |
| 卷号 | 61期号:5页码:1281-1288 |
| 关键词 | piperazino-piperidine nucleus CCR5 antagonist reductive amination chiral pool 4-substituent-4-aminopiperidine |
| ISSN号 | 0040-4020 |
| DOI | 10.1016/j.tet.2004.11.057 |
| 文献子类 | Article |
| 英文摘要 | An improved and efficient synthetic route towards piperidino-piperazine based CCR5 antagonists was developed. The new approach was flexible for introducing various substitutents in the pharmacophore sites via Grignard reagent addition and reductive amination. L-Amino acids were used as a chiral pool to introduce and then induce the desired stereochemistries, meanwhile rendering the variable substitution. The efficient construction of the piperazino-piperidine nucleus was achieved in a highly convergent manner with a key building block of N-1-Boc-4-substituent-4-aminopiperidine, exhibiting significant advantages in terms of concise synthetic route and environmental-friendly reagents over the previously described stepwise synthesis, in which a modified Strecker reaction was involved with highly toxic reagents such as diethylaluminum cyanide. (C) 2004 Elsevier Ltd. All rights reserved. |
| WOS关键词 | ANTI-HIV ACTIVITY ; INHIBITORS ; DISCOVERY ; DERIVATIVES ; PROGRESS ; ENTRY |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000226565400025 |
| 出版者 | PERGAMON-ELSEVIER SCIENCE LTD |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/273938]  |
| 专题 | 药物化学研究室 中科院受体结构与功能重点实验室 新药研究国家重点实验室 |
| 通讯作者 | Long, YQ |
| 作者单位 | CAS, Shanghai Inst Biol Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China |
| 推荐引用方式 GB/T 7714 | Jiang, XH,Song, YL,Feng, DZ,et al. An improved synthesis of piperazino-piperidine based CCR5 antagonists with flexible variation on pharmacophore sites[J]. TETRAHEDRON,2005,61(5):1281-1288. |
| APA | Jiang, XH,Song, YL,Feng, DZ,&Long, YQ.(2005).An improved synthesis of piperazino-piperidine based CCR5 antagonists with flexible variation on pharmacophore sites.TETRAHEDRON,61(5),1281-1288. |
| MLA | Jiang, XH,et al."An improved synthesis of piperazino-piperidine based CCR5 antagonists with flexible variation on pharmacophore sites".TETRAHEDRON 61.5(2005):1281-1288. |
入库方式： OAI收割
来源：上海药物研究所
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